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When a deadline is missed, I first check if it’s the person’s first occurrence, explore what caused the delay, and discuss how to build in buffers so life’s surprises don’t derail our work. I use that initial conversation to set clear expectations, including the consequences of two missed deadlines, which would result in the engagement ending, while emphasizing the importance of proactive planning and providing advance notice if anything unexpected arises. By being honest about concerns and genuinely listening, we create a collaborative environment where everyone can succeed.
I always start by asking what happened before jumping in. I try to be human first, but clear that timelines matter.
I’ve been in that situation before as a freelancer. If it’s the first time it’s happened, I’d suggest having a conversation with them and explaining your constraints. I appreciate that you understand life can sometimes get in the way, and in the freelance world, things can be a bit more unpredictable than in a staff role.
I tend to be kind, but firm, when it comes to the freelancers. A lot of them take it very seriously, but some seem to think it's just fun and games. I let the latter ones know that they can make mistakes, but not indefinitely.
As a freelancer, sometimes things happen way out of your control as they do none freelancers. I feel like some editors are way harsher of freelaners than their in-house team and see them as being disposable. How would you treat a none freelancer who did the same?
If it's a one-off occurrence, that's going to be different from a chronic situation. If it's the first time, you can probably nip things in the bud. I think it’s all about tone. I’ll hold someone accountable if they drop the ball, but I also try to ask what’s going on before jumping to conclusions. Sometimes it’s just a communication issue that’s easy to fix next time. If it's chronic, they may not be in the right place.
I usually set the expectation upfront that if anything might cause a delay, I’d rather know early. It helps me plan. Life happens, sure but silence until the deadline passes? That’s what I can’t work with.
Definitely check in on why with them, as we all know things happen sometimes and it’s unavoidable. Saying that, they are freelance and are being paid for a service so a heads up or some clear communication may have made this whole situation better so maybe discuss how it can be handled in the future